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Ethyl trichloroacetate

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Ethyl trichloroacetate Basic information

Product Name:
Ethyl trichloroacetate
Synonyms:
  • ETHYL TRICHLOROACETATE
  • TRICHLOROACETATE ETHYL ESTER
  • TRICHLOROACETIC ACID ETHYL ESTER
  • Acetic acid, 2,2,2-trichloroethyl ester
  • Acetic acid, ester with trichloroethanol
  • ethanoicacid,trichloro-,ethylester
  • ethyltrichloracetate
  • Ethyl trichloroacetate, 97.5%
CAS:
515-84-4
MF:
C4H5Cl3O2
MW:
191.44
EINECS:
208-212-7
Product Categories:
  • C2 to C5
  • Carbonyl Compounds
  • Pharmaceutical Intermediates
  • Esters
Mol File:
515-84-4.mol
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Ethyl trichloroacetate Chemical Properties

Melting point:
237 °C
Boiling point:
168 °C (lit.)
Density 
1.378 g/mL at 25 °C (lit.)
vapor pressure 
2.34hPa at 25℃
refractive index 
n20/D 1.453(lit.)
Flash point:
149 °F
storage temp. 
Store below +30°C.
solubility 
alcohol: miscible(lit.)
form 
clear liquid
color 
Colorless to Almost colorless
Water Solubility 
immiscible
Merck 
14,9627
BRN 
1761567
Dielectric constant
7.8(20℃)
LogP
2.22 at 25℃
CAS DataBase Reference
515-84-4(CAS DataBase Reference)
NIST Chemistry Reference
Acetic acid, trichloro-, ethyl ester(515-84-4)
EPA Substance Registry System
Acetic acid, trichloro-, ethyl ester (515-84-4)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-37/39-24/25
RIDADR 
2810
WGK Germany 
1
HS Code 
29154000

MSDS

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Ethyl trichloroacetate Usage And Synthesis

Chemical Properties

Colorless liquid with a menthol-like odor. It is miscible with ethanol, ether and benzene, but insoluble in water.

Uses

Ethyl trichloroacetate was used in the synthesis of dichlorocarbon precursor, phenyl(trichloromethyl)methyl.

Preparation

Ethyl trichloroacetate is synthesized from trichloroacetic acid and ethyl alcohol by the esterification reaction.
synthesis steps: Trichloroacetic acid(TCA), anhydrous ethyl alcohol and sulfuric acid are heated together and refluxed for 6 h. After cooling, the ester layer is separated by pouring into water, neutralized with 5-10% sodium carbonate solution, washed with water and dried overnight with anhydrous calcium chloride. After filtration, distillation was carried out to obtain the finished product. Yield 75%.

Application

Ethyl trichloroacetate can be used as solvent, organic synthesis, perfume and pharmaceutical intermediates.

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 3519, 1981 DOI: 10.1021/jo00330a028

General Description

Ethyl trichloroacetate undergoes atom-transfer radical addition reaction with styrene catalyzed by the Ru-pentamethylcyclopentadienyl complexes.

Purification Methods

Shake the ester with saturated aqueous Na2CO3 (three times), aqueous 50% CaCl2 (three times), saturated aqueous NaCl (twice), then distil over CaCl2 and redistil it under reduced pressure. [Beilstein 2 IV 514.]

Ethyl trichloroacetate Preparation Products And Raw materials

Raw materials

Ethyl trichloroacetateSupplier

Shanghai YouPeng Chemical Co. Ltd. Gold
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